(1R,5S,6S,7S)-6-(tert-butyldimethylsilyloxy)-5,7-dimethyl-4-(phenylsulfonyl)cyclohept-3-enol

Base Information

Chemical Name:(1R,5S,6S,7S)-6-(tert-butyldimethylsilyloxy)-5,7-dimethyl-4-(phenylsulfonyl)cyclohept-3-enol
CAS No.:906076-78-6
Molecular Formula:C₂₁H₃₄O₄SSi
Molecular Weight:410.65
Hs Code.:

Synonyms:(1R,5S,6S,7S)-6-(tert-butyldimethylsilyloxy)-5,7-dimethyl-4-(phenylsulfonyl)cyclohept-3-enol

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Chemical Property of (1R,5S,6S,7S)-6-(tert-butyldimethylsilyloxy)-5,7-dimethyl-4-(phenylsulfonyl)cyclohept-3-enol

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Technology Process of (1R,5S,6S,7S)-6-(tert-butyldimethylsilyloxy)-5,7-dimethyl-4-(phenylsulfonyl)cyclohept-3-enol

There total 14 articles about (1R,5S,6S,7S)-6-(tert-butyldimethylsilyloxy)-5,7-dimethyl-4-(phenylsulfonyl)cyclohept-3-enol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

: 906076-75-3
(4R,5S,6S,7S)-1-Benzenesulfonyl-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-5,7-dimethyl-cycloheptene

: 906076-78-6
(1R,5S,6S,7S)-6-(tert-butyldimethylsilyloxy)-5,7-dimethyl-4-(phenylsulfonyl)cyclohept-3-enol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; methanol; at 20 ℃; for 24h;
DOI:10.1021/ol060530l

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: C₂₁H₃₄O₄SSi

: 906076-78-6
(1R,5S,6S,7S)-6-(tert-butyldimethylsilyloxy)-5,7-dimethyl-4-(phenylsulfonyl)cyclohept-3-enol

Guidance literature:: t-butyldimethylsiyl triflate; C₂₁H₃₄O₄SSi; With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃;

In dichloromethane; at 0 ℃; for 2h;

Reference yield:

: 606129-09-3
((1R,2R)-5-Benzenesulfonyl-2-methyl-cyclohepta-3,5-dienyloxy)-tert-butyl-dimethyl-silane

: 906076-78-6
(1R,5S,6S,7S)-6-(tert-butyldimethylsilyloxy)-5,7-dimethyl-4-(phenylsulfonyl)cyclohept-3-enol

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / 4-(3-phenylpropyl) pyridine N-oxide; NaOCl / Jacobsen's catalyst / CH₂Cl₂ / 19 h / 0 - 20 °C

2: 86 percent / ethanol / 6.5 h / 55 °C

3: 95 percent / toluene; tetrahydrofuran / 0.5 h / 20 °C

4: 97 percent / triethylamine / CH₂Cl₂ / 0.5 h / 20 °C

5: 70 percent / tetrabutylammonium fluoride / methanol; tetrahydrofuran / 24 h / 20 °C

With sodium hypochlorite; tetrabutyl ammonium fluoride; triethylamine; 4-(3-phenylpropyl)pyridine-N-oxide; Jacobsen's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; toluene; 2: Lawton addition;
DOI:10.1021/ol060530l